Beach house vacation rentals in Siesta Key

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Top-rated beach house rentals in Siesta Key

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Top guest favorite

Home in Bradenton Beach

4.97 out of 5 average rating, 30 reviews

Prime Location! Beach Access/Trolley/ Restaurants!

📣‼️Location, Location! Welcome to “Island Pearl” 🐚 on Anna Maria Island, where you can leave the car behind! This stylish retreat features a heated pool and is nestled in the heart of the action! 🌴The Trolley Stop is at the end of our block and Bridge Street Pier, a block over. 🏖️Beach access is situated just across the street! Fish from the Bay or catch a sunset while dining at the infamous Beach House Restaurant on Gulf Drive. Many restaurants, bars, and shopping are just a short walk away! 🛍️💃

Superhost

A vibrant outdoor area features a cozy splash pool surrounded by a stylish deck. Colorful pink lounge chairs are arranged nearby, and a large, eye-catching mural depicting marine life and a ship creates a captivating backdrop.

Home in Siesta Key

4.79 out of 5 average rating, 118 reviews

Trendy & Fun Haven: Walk to Beach ~ Jacuzzi ~ Pool

Retreat to the trendy 3BR 2Bath home and experience the laid-back ambiance of the beachfront Siesta Key area. This unique home is nestled just a few steps from the pristine sandy beaches and the vibrant Siesta Key Village, offering a fun getaway close to numerous restaurants, shops, and attractions. ✔ 3 Comfortable Bedrooms (Sleeps 12) ✔ Open Design Living ✔ Foosball & Arcade ✔ Full Kitchen ✔ Luxury Tiki Hot Tub & Splash Pool ✔ #Instaworthy Mural ✔ Smart TVs ✔ Wi-Fi ✔ Parking See more below!

Top guest favorite

Home in Holmes Beach

5 out of 5 average rating, 46 reviews

Book Family Tides 7 Nts get 3 FREE~Pool~Beach view

Let me know if you need a stay for a period not listed. Unbeatable location, HEATED POOL, ultimate makeover & NEW bedrm, bathrm, lounge, & covered patio additions for spacious beauty are a few things that set us apart! Hidden behind our private gate, the beach is just a few steps away & remains uncrowded-even during busiest season. Premium fixtures, appliances, & plush furnishings create elegance. Garage/parking for 6 cars! Near restaurants, Publix, activities! 30 steps to FREE TROLLEY pick up!

Guest favorite

Four beach chairs with vibrant tropical patterns are positioned on sandy shore, facing the sparkling Gulf waters. The bright sunlight reflects off the water's surface, creating a serene coastal scene perfect for relaxation.

Home in Englewood

5 out of 5 average rating, 39 reviews

"Lost Loon" Oceanfront Cottage by Roxy Rentals

Located right on the Gulf, our renovated beach cottage is equipped with everything you need for a relaxing getaway. With private beach access and outdoor dining area, take in the views and enjoy with your family, friends or a solo trip to reset with a little R&R. This 2-bedroom, 2-bath bungalow has all the accoutrements for your a home-away-from-home, complete with beach chairs, boogie boards, beach games and of course, sun tan lotion. Come for some fun in the sun, your beachfront oasis awaits!

Superhost

A bright and airy living space is presented with large windows allowing natural light to fill the room. The ocean view is framed by white blinds, while a cozy blue sofa and a dining table set for meals creates an inviting atmosphere.

Home in Holmes Beach

4.91 out of 5 average rating, 45 reviews

True beach front home - 3 beds/2 bath, heated pool

This lovely 3 bedroom 2 bathroom home is situated on one of the most beautiful beaches imaginable; nestled among the sea oats leading out onto the white sand beaches and crystal clear waters this area is so famous for. As you cross the bridges and gaze at the glittering turquoise water fringed by swaying palms you will quickly realize that you have stepped back into old Florida – a slice of paradise that transports you back to a time when the pace of life was slower, gentler and more carefree.

Superhost

A spacious area features large glass doors allowing ample natural light and a view of the beachfront. A wooden dining table with black chairs is positioned nearby. Bright coastal scenery, including palm trees and ocean waves, can be seen just outside the home.

Home in Anna Maria

4.74 out of 5 average rating, 148 reviews

Sept-Oct specials, on Private Beach, Dogs welcome

This stunning BEACHFRONT home was designed by Laura, the owner, who is an award winning Architect. The plan has the Living, Dining, Kitchen and Master Bedroom on the Waterfront adjacent to the deck which runs the length of the home. The Master Bedroom has a king size bed, walk in closet and an opulent bathroom with a Jacuzzi tub and shower. Bedrooms #1 and #2 have queen size beds. The beach house has a great room with kitchen, dining & living combined in one large area all on the waterfront.

Superhost

Home in Siesta Key

5 out of 5 average rating, 4 reviews

Coconut | Hot Tub, Pool, 800ft to Beach

Property Highlights • 5 Minute Walk to Beach (800ft) 5-10 Minutes to Village • Shared Heated Resort style Pool, Water Feature & Garden • 1 Bedroom, Bathroom, Living Room & Full Kitchen • 1 Queen Bed & Queen Sleeper Sofa (sleeps 4) • Outdoor Lounge Dinning Table for 8, Fire Table, Ice Maker, 2 Kayaks  • Clubhouse 1 w Ping Pong, Pool, Foosball, Pac-Man, Games • Starter Kit of Toiletry & Home Essentials • Free Private Parking, Laundry & Beach Essentials (Towels, Chairs, Cart, Umbrella)

Top guest favorite

A rooftop lounge area features comfortable seating arrangements with a central fire pit, surrounded by views of the Gulf of Mexico and lush greenery. The open space is bathed in natural light, with clear skies enhancing the serene atmosphere.

Home in Holmes Beach

4.97 out of 5 average rating, 94 reviews

Luxury BEACH HOME! 2 King Suites! Heated Pool/Spa!

Are you looking for a beach home that offers all the convenience of beachfront access and top notch luxury & sophistication? Look no further. With Gulf views from the large sliders and windows that line the second and third levels, to the high end furnishings and appliances throughout, to the breathtaking resort style pool and spa, and the awe inspiring spiral staircase leading to the rooftop lounge area, this home will not disappoint. Sandy beaches, local food, shopping & fun await.

Top guest favorite

An aerial view captures The Surof House situated directly across from the expansive Gulf of Mexico. The property features a beachside setting with sandy shores and gentle waves. Palm trees and nearby vehicles are visible, enhancing the coastal ambiance.

Home in Bradenton Beach

4.99 out of 5 average rating, 80 reviews

Direct Beach front! Bridge Street+ Restaurants!

🌊🏄Welcome to The Surof House - where panoramic views of the Gulf of Mexico welcome you from almost every corner! 🏖️Experience the ultimate beachfront retreat at this unique & stunning property nestled across from one of the top beaches in the world. A perfect blend of luxury, comfort, & unparalleled views awaites. With an upstairs loft featuring 3 single beds & 2 downstairs rooms with king beds, it's an ideal getaway for families, friends, or anyone seeking a slice of paradise.

Superhost

Home in Siesta Key

4.9 out of 5 average rating, 110 reviews

Spacious & Modern Gem ~ Walk to Gated Beach ~ Pool

Step into the spacious and modern 4BR 2Bath getaway in a tranquil area just a few steps from the gated beach. It offers a relaxing retreat from which you can easily explore local restaurants, shops, exciting attractions, and natural beauties. The stylish design and rich amenity list will leave you in awe. ✔ 4 Comfortable Bedrooms ✔ Open Design Living ✔ Full Kitchen ✔ Patio ✔ Smart TV ✔ High-Speed Wi-Fi ✔ Free Parking ✔ Building Amenities (Pool, BBQ, Lounges) See more below!

Guest favorite

A serene outdoor space is depicted next to the canal, featuring two sleek lounge chairs on a pebble surface. Lush palm trees and tropical plants surround the area, while the calm water reflects the clear blue sky, creating a tranquil atmosphere ideal for relaxation.

Home in Bradenton Beach

4.96 out of 5 average rating, 109 reviews

Waterfront Gem/ Pool Spa+ Dock/ Near Bridge Street

Anna Maria Waterfront oasis! **5 min walk to beach, private dock, pool heat included!!** Relax in the private heated pool, sip coffee on the dock, or walk to the beach. This bright, updated home has spacious living areas, a stocked kitchen, smart TVs, fast Wi-Fi, and cozy beds. Great for families or couples! Grill by the pool, dine under the stars, or fish from the dock. Includes washer/dryer, beach gear, and parking. Your peaceful, sunny getaway awaits—book now!

Guest favorite

A two-story yellow house is set amidst lush tropical landscaping. A gravel driveway leads to the elevated front entrance, which features a spacious porch with white railings. Palm trees and vibrant foliage surround the property, creating a serene atmosphere.

Home in Anna Maria

4.97 out of 5 average rating, 34 reviews

'Walk on the Beach" heated pool North End AMI

Welcome to "Walk on the Beach " quiet and perfectly located at the North end of Anna Maria Island, 3 bedroom 2 bath pool home is the perfect vacation retreat. The open concept fully equipped kitchen, dining, and living room offers plenty of space for the whole family. Take a 3 min walk to relax at the most beautiful Bean Point Beach or sit back and relax while taking in ocean views from the spacious second floor balcony.